155

Homes for Sale in 33036

Section Image
  • /10

    $599,000

    • Land
    • 0.52 Acre
    • $1,147,223 per Acre

    86741 Old Hwy, Islamorada, FL 33036

    ACTIVE BUILDING PERMIT in the Village of Islamorada. This huge 22,744sf lot is cleared and ready for your dream home. Current plans are for a solid ground level 3bed, 2 bath home with concrete roof. Tons of space for a pool, garden, RV, or large garage. Property is ideally located across from Founders Park where you can enjoy tennis, pickleball, Olympic pool, beach, and boat ramp. Permit is paid

    Jocelyn Tiedemann Ocean Sotheby's International Realty

    86741 Old Hwy, Islamorada, FL 33036
  • /129

    $9,650,000

    • 6 Beds
    • 7 Baths
    • 6,866 Sq Ft

    82238 Overseas Hwy, Islamorada, FL 33036

    This exquisite bayfront Islamorada property features a main home with four bedrooms, four full bathrooms, and two half bathrooms, along with a guest house offering two bedrooms and one bathroom. The kitchen features marble countertops, a gas range, and counter seating. With a separate dining area and 30 ft high ceilings in the great room, floor-to-ceiling windows offer breathtaking views of the

    Cheri Tindall Ocean Sotheby's International Realty

    82238 Overseas Hwy, Islamorada, FL 33036
  • /95

    $4,999,900

    • 4 Beds
    • 4 Baths
    • 3,001 Sq Ft

    75761 Overseas Hwy, Islamorada, FL 33036

    Enjoy endless ocean views and direct access to the white sandy beaches of Islamorada from this oceanfront retreat. Behind your own private gated entrance, this solid concrete block home offers four bedrooms, four full bathrooms, and a cozy loft. Inside, hardwood floors run throughout an open layout featuring a breakfast nook, dining bar, and spacious living area — ideal for entertaining. The

    Carlos Mosquera Advantage Realty Group, LLC

    75761 Overseas Hwy, Islamorada, FL 33036
  • /87

    $7,500,000

    • 4 Beds
    • 3 Baths
    • 4,103 Sq Ft

    88547 Old Hwy, Tavernier, FL 33070

    Open Oceanfront Estate with Deep Water Dockage on 1.5 Acres on Millionaires' Row... Islamorada's premier address. New dock with two boat lifts (16,000 lb. and 10,000 lb.) to enjoy one of the best boating locations in the Keys, plus a 4,103 s.f. home with 4 bedrooms, 3 full baths, a large heated pool, winding private driveway, and a soaring central atrium surrounded by walls of windows to frame

    Brett Newman Coldwell Banker Schmitt Islamorada

    88547 Old Hwy, Tavernier, FL 33070
  • /62

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,355 Sq Ft

    87200 Overseas Hwy, Islamorada, FL 33036

    All NEW Stunning Islamorada 3/2 plus loft fully furnished & equipped with new kitchen, bar, built-ins fishing+storage, 2 brand new Bathrooms, new extended loft area, new high end appliances, new full size Washer/Dryer, new BBQ area new patio pavers, private palms trees, Serena & Lily furnish, new electric, new electric water heater, new car charging, new 80" smart OLED TV, new bar, coffee and

    Ivette Agusti Premier Properties

    87200 Overseas Hwy, Islamorada, FL 33036
  • /14

    $4,975,000

    • Land
    • 1.21 Acres
    • $4,111,539 per Acre

    75750 Overseas Hwy, Islamorada, FL 33036

    Experience breathtaking sunsets throughout the year on this waterfront lot ready for construction in Islamorada. There's no enduring lengthy waiting periods for development - this parcel comes with a TDR and holds a Residential Estate zoning designation. Encompassing a generous expanse from the highway to the bay, the property boasts an impressive 1.2 acres of land plus another .24 acres of bay

    Kim Thaler Ocean Sotheby's International Realty

    75750 Overseas Hwy, Islamorada, FL 33036
  • /31

    $4,975,000

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft

    75730 Overseas Hwy, Islamorada, FL 33036

    Come home to outstanding views with 109 feet of bay frontage in Lower Matecumbe Key. This cottage-style home combines all of the elements of Florida Keys charm with captivating open water views and is situated on 1.3 acres of land. Complete with three bedrooms and two bathrooms, this ground-level, and updated residence is the perfect place to entertain while basking in all of the beauty the Keys

    Kim Thaler Ocean Sotheby's International Realty

    75730 Overseas Hwy, Islamorada, FL 33036
  • /51

    $2,995,000

    • 4 Beds
    • 3.5 Baths
    • 2,937 Sq Ft

    72 W Plaza Granada, Islamorada, FL 33036

    Exceptional 4 bedrooms 3.5 bath gorgeous waterfront home in Islamorada's Port Antigua awaits a new owner! Dramatic main living area with cathedral ceiling, freshly painted, recent new roof, impact windows, roll down shuttered second level outside balcony for entertaining, top of the line kitchen with Miele and Sub Zero appliances and Faber exhaust island stove, exquisite baths, wine cooler, ice

    Keith Allen Century 21 Circle- Islamorada

    72 W Plaza Granada, Islamorada, FL 33036
  • /33

    $590,000

    • 2 Beds
    • 2 Baths
    • 1,365 Sq Ft

    87200 Overseas Hwy Unit S-8, Islamorada, FL 33036

    No spiral stairs here! They have been replaced and it's so much easier to walk up the stairs. This townhome is located by one of the tennis/pickleball courts and has a very nice open lanai with a cantilever umbrella to provide shade on those beautiful sunshiney Florida Keys days. The kitchen has stainless appliances and the washer and dryer are full size stackers. Both baths have been updated

    Alina Davis Coldwell Banker Schmitt Islamorada

    87200 Overseas Hwy Unit S-8, Islamorada, FL 33036
  • /25

    $1,225,000

    • 3 Beds
    • 2.5 Baths
    • 2,026 Sq Ft

    101 Gulfview Dr Unit 116, Islamorada, FL 33036

    Luxury Islamorada Condo

    Judy Rossignol Realty One Group Engage the Keys

    101 Gulfview Dr Unit 116, Islamorada, FL 33036
  • /46

    $1,225,000

    • 3 Beds
    • 2 Baths
    • 2,026 Sq Ft

    101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036

    Bay Harbour condos, located at MM 74.5 on Lower Matecumbe is a very desirable community. BAY HARBOUR ALLOWS 7-DAY RENTALS. Transient Rental License can be obtained from the Village of Islamorada that allows weekly rentals which are restricted in most communities in Islamorada and indeed all of Monroe County. This 2,000 sq. ft three-bedroom, two and a half bathrooms has a view of the sunrise on

    Judy Rossignol Realty One Group Engage the Keys

    101 Gulfview Dr Unit 116D & 30' Boat slip, Islamorada, FL 33036
  • /30

    $399,000

    • 1 Bed
    • 1 Bath
    • 518 Sq Ft

    119 Cortez Dr Unit G5, Islamorada, FL 33036

    Islamorada South....One of the BEST kept secrets in Islamorada! This is a one bedroom, fully updated unit with a screened porch includes a GARAGE! The Spacious garage perfect for storing your weekend toys. Bring your boat! There is always space on the dock for your 25' boat. Clean your catch dockside on the cleaning table. Secured boat and trailer storage is available. It is just a short jaunt

    Lorie LaLonde American Caribbean Real Estate, Christie's International Real Estate

    119 Cortez Dr Unit G5, Islamorada, FL 33036
  • /36

    $6,995,000

    • Land
    • 1.10 Acres
    • $6,347,962 per Acre

    75131 Overseas Hwy, Islamorada, FL 33036

    Duplicate Listing, see MLS # 608546. Beautiful 300' of oceanfront property on Lower Matecumbe Key. This offering consists of two 100' lots, vacant & contiguous. a 100' lot with a triplex apartment building, and 2 additional Transferablr Development Rights. This gives you endless possibilities for redevelopment of the property.The two vacant lots have an additional 200' of bay bottom. Fantastic

    Randy Selden Century 21 Circle- Islamorada

    75131 Overseas Hwy, Islamorada, FL 33036
  • /50

    $8,900,000

    • 6 Beds
    • 5 Baths
    • 6,100 Sq Ft

    91 Iroquois Dr, Islamorada, FL 33036

    Discover this luxurious ocean view gated home on a point lot over 1/2 acre, featuring over 6,000 sq ft of living space, 6 bedrooms, 5 bathrooms, and 4 oceanfront rooms. Highlights include soaring ceilings, a large garage, putting green, an elevator, deep water access with 2 boat lifts (45,000 and 16,000 lb), beachfront and canal access, and a multi-million dollar renovation. Enjoy easement rights

    Steven Koleno Beycome of Florida LLC

    91 Iroquois Dr, Islamorada, FL 33036
  • /77

    $2,499,999

    • 3 Beds
    • 4 Baths
    • 2,432 Sq Ft

    109 Porto Vista Ct, Islamorada, FL 33036

    Welcome to this exquisitely designed home located in beautiful Port Antigua. This is an entertainer's delight featuring marble flooring throughout the home. It boasts 2 full kitchens, one of which is outdoors so you can bring your fresh catch in from the boat and start cooking immediately while the smell of night blooming jasmine envelops you.There is a fully fenced in yard for your furry

    Kristin Harold Coldwell Banker Schmitt Islamorada

    109 Porto Vista Ct, Islamorada, FL 33036
  • /35

    $757,000

    • 3 Beds
    • 3 Baths
    • 1,764 Sq Ft

    100 Iroquois Dr Unit 8, Islamorada, FL 33036

    Welcome to your own paradise in Islamorada, Florida! This stunning retreat offers the perfect blend of modern luxury and serene island living. Step inside this meticulously remodeled 3-bedroom, 3-full bathroom home and be amazed by the expert craftsmanship and attention to detail. The contemporary design fits seamlessly with the tropical surroundings while providing an elegant and comfortable

    April Nixon RE/MAX Trend

    100 Iroquois Dr Unit 8, Islamorada, FL 33036
  • /3

    $6,200,000

    • Land
    • 10 Acres
    • $620,000 per Acre

    0 Old Hwy Unit 607837, Islamorada, FL 33036

    Islamorada 10 Acres of vacant land! Bring your vision to life! Oceanfront residential across from Founders Park. Build your dream home here with 830 ft on the waterfront and Old Hwy. Great location north of Plantation Lake Estates. Older vegetation survey on file. Buyer to verify buildability.

    Terry Canto American Caribbean Real Estate, Christie's International Real Estate

    0 Old Hwy Unit 607837, Islamorada, FL 33036
  • /25

    $6,750,000

    • Land
    • 8 Acres
    • $867,084 per Acre

    82900 Old Hwy, Islamorada, FL 33036

    OCEANFRONT ACREAGE IN HEART OF ISLAMORADA! Discover a unique opportunity to own oceanfront acreage right in the heart of Islamorada, the jewel of the Florida Keys. This remarkable property encompasses over 7 acres of pristine upland, complemented by baybottom, and comes with a coveted building right, allowing you to create your dream estate. With an astonishing 700 feet of direct Atlantic

    Karan Moeller Ocean Sotheby's International Realty

    82900 Old Hwy, Islamorada, FL 33036
  • /31

    $3,150,000

    • 4 Beds
    • 5 Baths
    • 2,576 Sq Ft

    105 Carroll St Unit 6, Islamorada, FL 33036

    NEWEST DEVELOPMENT IN DOWNTOWN ISLAMORADA!! Come preview finished units NOW. Only ONE HOUSE LEFT. An exclusive, gated enclave on the Atlantic Ocean, Oceanside is nestled between the Cheeca Lodge and the Caribbean Resort, offering the very best of location, privacy and island living. Low maintenance concrete block construction, this home has been built above flood level. Spacious living area

    Ralph Sanchez Century 21 All Keys Inc (KW)

    105 Carroll St Unit 6, Islamorada, FL 33036
  • /104

    $20,000,000

    • 10 Beds
    • 11 Baths
    • 6,302 Sq Ft

    141 Cortez Dr, Islamorada, FL 33036

    Fall in love at first sight as you step into this natural beauty with over a quarter mile of pristine white sand beach that kisses the edge of the Atlantic Ocean. Offered for the very first time, this one of a kind legacy property beckons you to bask in original elements of the Florida Keys way of life at Kids Cay. Three charming homes; 4 bedroom main house, separate 4 bedroom guest house and 2

    The Florida Keys Sol Sabrina Wampler Ocean Sotheby's International Realty

    141 Cortez Dr, Islamorada, FL 33036
  • /2

    $325,000

    96 Madeira Rd Unit 9, Islamorada, FL 33036

    Great boat slip in Islamorada Yacht Basin located adjacent to The Lorelei Cabana Bar, 50 ft.. long x21 ft. wideVery quick ride out to the bay & ocean.Featuring Shore Power pedestal, large dock area, Boaters bathrooms with showers and the on site restaurant.Owner/ Agent

    Greg Henderson Keller Williams Realty - Marco

    96 Madeira Rd Unit 9, Islamorada, FL 33036
  • /2

    $725,000

    • Land
    • 0.34 Acre
    • $2,105,400 per Acre

    82210 Overseas Hwy, Islamorada, FL 33036

    Heart of Upper Matecumbe, offers buyer numerous opportunities' to build a commercial building with market rate home in mixed use setting, or build just a home and enjoy the laid-back island life. Other options are to build a commercial building and transfer the TDR to a like kind property or sell it off.

    James Mooney Jr. Ocean Sotheby's International Realty

    82210 Overseas Hwy, Islamorada, FL 33036
  • /39

    $139,000

    • Land

    9 and 10 Dr, Key Largo, FL 33036

    This Tier 3 lot and a half in the desirable Key Largo Park neighborhood offers an incredible opportunity to build your dream home in the heart of the Florida Keys. Zoned IS (Improved Subdivision), the wooded property is ideally located behind Centennial Bank on Coconut Drive, combining natural charm with unmatched convenience. Residents of the community enjoy access to a voluntary homeowners'

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    9 and 10 Dr, Key Largo, FL 33036
  • /113

    $5,000,000 New Construction

    • 5 Beds
    • 5 Baths
    • 4,064 Sq Ft

    88 W Plaza Del Lago, Islamorada, FL 33036

    Experience elevated coastal living in this elegant Port Antigua retreat. Thoughtfully designed for comfort, privacy, effortless entertaining and situated in a prime waterfront location, this beautiful resort-style residence offers generous living spaces, including both upstairs and downstairs primary suites, three additional guest suites, a dedicated office, shaded porches on both levels and a

    The Florida Keys Sol Sabrina Wampler Ocean Sotheby's International Realty

    88 W Plaza Del Lago, Islamorada, FL 33036
  • /109

    $19,495,000 New Construction

    • 6 Beds
    • 8 Baths
    • 6,692 Sq Ft

    87429 Old Hwy, Islamorada, FL 33036

    A private sanctuary of coastal sophistication, The Oasis offers two residences spanning 2.85 meticulously landscaped acres with over 400 feet of pristine waterfront and a protected deepwater basin. Designed for elevated living, The Oasis blends resort-style amenities with the privacy and scale of a true Florida Keys compound.The grand porte-cochere entry sets the tone, leading to a single-level

    TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

    87429 Old Hwy, Islamorada, FL 33036
  • /192

    $31,200,000 New Construction

    • 8 Beds
    • 9.5 Baths
    • 10,228 Sq Ft

    76180 Overseas Hwy, Islamorada, FL 33036

    Spectacular 1.65-Acre Bayfront Estate in Islamorada, Florida Keys |
8 Bedrooms | 9.5 Bathrooms | 10,228 Total Sq Ft | 150' Waterfront | Dockage | Pool | BeachWelcome to a rare offering in the heart of the Florida Keys--this 1.65-acre gated bayfront compound in Islamorada combines timeless island luxury with modern amenities and endless water views. With 150 feet of private waterfront,

    Leslie Leopold Ocean Sotheby's International Realty

    76180 Overseas Hwy, Islamorada, FL 33036
  • /36

    $1,699,000 Open Sat 12PM - 2:30PM

    • 4 Beds
    • 3 Baths
    • 2,277 Sq Ft

    36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036

    Stunning new custom home in the heart of Islamorada. This exceptional, brand-new ground-level home was thoughtfully designed and expertly crafted with meticulous attention to detail. A professional interior designer curated high-end fixtures and elegant finishes throughout, creating a polished and inviting living space.Offering a rare 4-bedroom, 3-bathroom split floorplan, the home features a

    AJ Vetter Palm House Real Estate

    36 Park Rd, Upper Matecumbe Key Islamorada, FL 33036
  • /81

    $6,995,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,195 Sq Ft

    118 Villa Bella Dr, Islamorada, FL 33036

    Experience the pinnacle of luxury waterfront living in this extraordinary custom contemporary estate, ideally positioned in the heart of Islamorada's premier community of Venetian Shores. Newly constructed, the residence radiates modern coastal elegance and features impeccable attention to detail. A total of five spacious bedrooms and five en-suite bathrooms are thoughtfully laid out,

    Karan Moeller Ocean Sotheby's International Realty

    118 Villa Bella Dr, Islamorada, FL 33036
  • /67

    $5,990,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,574 Sq Ft

    82779 Old Hwy Unit 21, Islamorada, FL 33036

    Welcome to The Islands of Islamorada, a private gated enclave of coastal luxury. Our exquisite waterfront residences feature four bedrooms and four and one-half bathrooms, designed for your comfort. Each three-floor villa offers 3,137 square feet of interior space and 930 square feet of outdoor living, showcasing contemporary island architecture. Three king-sized bedrooms have en-suite bathrooms,

    Richard Lemon Serhant Florida LLC - Delray Beach Office

    82779 Old Hwy Unit 21, Islamorada, FL 33036
  • /85

    $6,950,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,790 Sq Ft

    168 Galleon Rd, Islamorada, FL 33036

    Southern Shore - A Modern Coastal Masterpiece Nestled in an exclusive oceanfront setting, Southern Shore is a premier coastal residence offering an unobstructed, 180-degree panorama of the Atlantic Ocean. This exceptional, all-concrete estate spans 3,790 square feet of meticulously designed indoor living space, complemented by 2,580 square feet of expansive terraces for seamless outdoor living.

    Kim Thaler Ocean Sotheby's International Realty

    168 Galleon Rd, Islamorada, FL 33036
  • /62

    $1,649,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    84745 Old Hwy Unit 13, Islamorada, FL 33036

    Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

    Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

    84745 Old Hwy Unit 13, Islamorada, FL 33036
  • /66

    $1,749,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    84745 Old Hwy Unit 8, Islamorada, FL 33036

    Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

    Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

    84745 Old Hwy Unit 8, Islamorada, FL 33036
  • /65

    $1,599,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    84745 Old Hwy Unit 7, Islamorada, FL 33036

    Peaceful Palms - Luxury Oceanfront Living in the Florida KeysWelcome to Peaceful Palms, a newly developed gated coastal community offering 15 exclusive high-end townhomes in the heart of the Florida Keys. This oceanfront retreat boasts breathtaking views of the renowned Sandbar and Alligator Reef Lighthouse, providing the perfect blend of luxury, relaxation, and investment potential.Each

    Ernesto Portuondo American Caribbean Real Estate, Christie's International Real Estate

    84745 Old Hwy Unit 7, Islamorada, FL 33036
  • /57

    $20,995,000 New Construction

    • 6 Beds
    • 9 Baths
    • 7,738 Sq Ft

    88351 Old Hwy, Islamorada, FL 33036

    'Tranquility Haven' features the newest construction in Islamorada... completed January 2025! As you enter the gated and fenced sanctuary a long winding driveway leads up to an elevated entrance and convenient 1st floor living access. The 6 bedrooms and 9 bathrooms provide the epitome of coastal living with uninterrupted views of the turquoise waters on the Atlantic Ocean, with serene sunrises,

    Patti Stanley Coldwell Banker Schmitt Islamorada

    88351 Old Hwy, Islamorada, FL 33036
  • /38

    $575,000 Pre-Foreclosure

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    87200 Overseas Hwy Unit C3, Islamorada, FL 33036

    Beautiful move-in ready, meticulously just renovated 2bed/2bath townhome condo in the heart of the Florida Keys offers the perfect blend of luxury and convenience. This beauty just finished renovations and features a bonus low-ceiling third bedroom with windows connected to the master bedroom upstairs. Unassigned parking for 3 plus guest parking. Community pool, tennis courts, marina access,

    Maria Pilar Revoredo One Sotheby's International Re

    87200 Overseas Hwy Unit C3, Islamorada, FL 33036

Showing Results 121 - 155, Page 4 of 4

How to Buy a Home How to Finance a Home How to Sell a Home